Equestrian Real Estate For Sale in Hilton Head and Bluffton

Experience the rich equestrian heritage of the Lowcountry in Hilton Head Island and Bluffton's most coveted communities. Immerse yourself in the legacy of equestrian excellence, whether you aspire to learn from today's top experts or seek premier boarding facilities. Discover a rare opportunity to ride your horse along the beach during specific months on Daufuskie Island and Hunting Island.


On Hilton Head Island, explore Lawton Stables nestled in the exclusive Sea Pines community. Beyond the island, Bluffton offers a plethora of equestrian possibilities from Moss Creek to Oldfield. In the midst of it all, find extraordinary stables in Palmetto Bluff, Rose Dhu Creek, and Rose Hill, each featuring comprehensive Equestrian Boarding and Teaching Centers.


Uncover a range of equestrian-oriented properties, including homes for sale, villas in equestrian communities, and land offerings in equestrian neighborhoods. Charter One Realty proudly presents the following properties located in equestrian communities across Hilton Head, Bluffton, and Okatie. Explore the epitome of equestrian living with us.

Equestrian Oriented Properties - Hilton Head Island and Bluffton

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Enhanced
11 N Calibogue Cay Road, Hilton Head Island

$6,750,000

11 N Calibogue Cay Road, Hilton Head Island

5 Beds 5 Baths 6,473 SqFt Residential MLS # 441743

Herman and Davis Properties Charter One Realty

23 Powder Horn Road, Bluffton

$6,450,000

23 Powder Horn Road, Bluffton

5 Beds 5 Baths 6,026 SqFt Residential MLS # 441494

The Ussery Group Charter One Realty

Enhanced
29 Baynard Park Road, Hilton Head Island

$5,995,000

29 Baynard Park Road, Hilton Head Island

5 Beds 5 Baths 6,042 SqFt Residential MLS # 441264

Herman and Davis Properties Charter One Realty

31 N Calibogue Cay Road, Hilton Head Island

$5,200,000

31 N Calibogue Cay Road, Hilton Head Island

5 Beds 5 Baths 5,206 SqFt Residential MLS # 440242

The Wedgeworth Team Charter One Realty

82 Trout Hole Road, Bluffton

$4,895,000

↓ $200,000

82 Trout Hole Road, Bluffton

4 Beds 4 Baths 5,740 SqFt Residential MLS # 437717

The Ussery Group Charter One Realty

245 Davies Road, Bluffton

$4,825,000

245 Davies Road, Bluffton

5 Beds 5 Baths 4,561 SqFt Residential MLS # 437281

The Ussery Group Charter One Realty

2 Marsh Dr, Hilton Head Island

$4,575,000

2 Marsh Dr, Hilton Head Island

6 Beds 6 Baths 6,100 SqFt Residential MLS # 438606

Larry Page Charter One Realty

37 Wintercress Road, Bluffton

$4,495,000

↓ $155,000

37 Wintercress Road, Bluffton

5 Beds 5 Baths 7,000 SqFt Residential MLS # 436494

The Ussery Group Charter One Realty

14 Jackfield Road, Bluffton

$3,495,000

↓ $255,000

14 Jackfield Road, Bluffton

5 Beds 5 Baths 5,429 SqFt Residential MLS # 433434

The Ussery Group Charter One Realty

265 Waterfowl Rd, Bluffton

$3,445,000

↓ $150,000

265 Waterfowl Rd, Bluffton

4 Beds 4 Baths 3,964 SqFt Residential MLS # 438653

The Ussery Group Charter One Realty

40 N Calibogue Cay Road, Hilton Head Island

$3,190,000

↓ $200,000

40 N Calibogue Cay Road, Hilton Head Island

4 Beds 4 Baths 4,015 SqFt Residential MLS # 441473

Herman and Davis Properties Charter One Realty

60 N Sea Pines Drive, Hilton Head Island

$3,095,000

60 N Sea Pines Drive, Hilton Head Island

4 Beds 4 Baths 4,051 SqFt Residential MLS # 442368

Herman and Davis Properties Charter One Realty

24 Walnut Grove Street, Bluffton

$2,895,000

↓ $230,000

24 Walnut Grove Street, Bluffton

4 Beds 4 Baths 3,300 SqFt Residential MLS # 432049

The Ussery Group Charter One Realty

22 Waterfowl Road, Bluffton

$2,595,000

22 Waterfowl Road, Bluffton

5 Beds 5 Baths 4,100 SqFt Residential MLS # 441932

The Ussery Group Charter One Realty

Enhanced
3 Sweet Grass Lane, Bluffton

$2,575,000

3 Sweet Grass Lane, Bluffton

5 Beds 7 Baths 6,405 SqFt Residential MLS # 438450

Shelley & Gary Elliott Charter One Realty

24 Bennington Road, Bluffton

$2,495,000

24 Bennington Road, Bluffton

3 Beds 2 Baths 3,053 SqFt Residential MLS # 441935

The Ussery Group Charter One Realty

13 Jackfield Road, Bluffton

$2,495,000

13 Jackfield Road, Bluffton

5 Beds 4 Baths 3,464 SqFt Residential MLS # 439606

The Ussery Group Charter One Realty

19 Blue Willow Street, Bluffton

$2,095,000

↓ $100,000

19 Blue Willow Street, Bluffton

3 Beds 3 Baths 2,771 SqFt Residential MLS # 437332

The Ussery Group Charter One Realty

24 River Marsh Run, Daufuskie Island

$1,995,000

↓ $105,000

24 River Marsh Run, Daufuskie Island

4 Beds 4 Baths 5,053 SqFt Residential MLS # 440423

Susan Taylor Team Charter One Realty

New
37 Freeport Dr, Daufuskie Island

$1,950,000

37 Freeport Dr, Daufuskie Island

4 Beds 4 Baths 4,100 SqFt Residential MLS # 442505

Susan Taylor Team Charter One Realty

New
30 Ridgewood Lane, Hilton Head Island

$1,925,000

30 Ridgewood Lane, Hilton Head Island

4 Beds 4 Baths 4,397 SqFt Residential MLS # 442637

Herman and Davis Properties Charter One Realty

New
11 Front Light Walk, Daufuskie Island

$1,899,000

11 Front Light Walk, Daufuskie Island

5 Beds 5 Baths 4,100 SqFt Residential MLS # 442785

Susan Taylor Team Charter One Realty

48 Planters Wood Drive, Hilton Head Island

$1,799,000

48 Planters Wood Drive, Hilton Head Island

4 Beds 4 Baths 2,942 SqFt Residential MLS # 441969

The Reed Team Charter One Realty

8 Cresting Wave Ln, Daufuskie Island

$1,790,000

↓ $209,999

8 Cresting Wave Ln, Daufuskie Island

3 Beds 3 Baths 2,743 SqFt Residential MLS # 436380

Susan Taylor Team Charter One Realty

22 Sweet Grass Lane, Bluffton

$1,699,000

22 Sweet Grass Lane, Bluffton

6 Beds 4 Baths 5,239 SqFt Residential MLS # 440588

The Wedgeworth Team Charter One Realty

27 Old Oak Road, Bluffton

$1,595,000

↓ $100,000

27 Old Oak Road, Bluffton

5 Beds 4 Baths 4,284 SqFt Residential MLS # 438785

The Ussery Group Charter One Realty

23 Shell Ring Road, Hilton Head Island

$1,300,000

23 Shell Ring Road, Hilton Head Island

4 Beds 4 Baths 4,112 SqFt Residential MLS # 442204

Richard MacDonald and Associates Charter One Realty

7 Kirk Court, Bluffton

$1,295,000

7 Kirk Court, Bluffton

4 Beds 3 Baths 3,282 SqFt Residential MLS # 439645

Marvin Hall Charter One Realty

10 Lake Ridge Ct, Daufuskie Island

$1,295,000

10 Lake Ridge Ct, Daufuskie Island

4 Beds 3 Baths 4,070 SqFt Residential MLS # 441865

Susan Taylor Team Charter One Realty

New
126 Moss Creek Drive, Hilton Head Island

$1,200,000

126 Moss Creek Drive, Hilton Head Island

4 Beds 3 Baths 2,910 SqFt Residential MLS # 442756

Patrick & Taylor Team Charter One Realty

439 Old Landing Road, Bluffton

$1,145,000

439 Old Landing Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 442315

The Ussery Group Charter One Realty

21 Boyds Landing, Okatie

$1,095,000

↓ $70,000

21 Boyds Landing, Okatie

4 Beds 3 Baths 2,985 SqFt Residential MLS # 440749

The Ussery Group Charter One Realty

New
1 Berwick Ct, Daufuskie Island

$1,050,000

1 Berwick Ct, Daufuskie Island

3 Beds 3 Baths 3,282 SqFt Residential MLS # 442758

Susan Taylor Team Charter One Realty

61 Forest Lake Drive, Daufuskie Island

$999,000

↓ $76,000

61 Forest Lake Drive, Daufuskie Island

4 Beds 3 Baths 3,575 SqFt Residential MLS # 437990

Susan Taylor Team Charter One Realty

4 Timber Lane, Hilton Head Island

$995,000

4 Timber Lane, Hilton Head Island

4 Beds 3 Baths 2,533 SqFt Residential MLS # 441659

Patrick & Taylor Team Charter One Realty

14 Game Land Road, Bluffton

$995,000

↓ $100,000

14 Game Land Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 437867

The Ussery Group Charter One Realty

1050 Haig Point Rd, Daufuskie Island

$979,999

↓ $19,901

1050 Haig Point Rd, Daufuskie Island

3 Beds 3 Baths 3,130 SqFt Residential MLS # 440022

Susan Taylor Team Charter One Realty

20 Mongin Run, Daufuskie Island

$975,000

20 Mongin Run, Daufuskie Island

4 Beds 4 Baths 3,290 SqFt Residential MLS # 442130

Susan Taylor Team Charter One Realty

22 Lighthouse Road 495, Hilton Head Island

$969,000

22 Lighthouse Road 495, Hilton Head Island

3 Beds 3 Baths 1,710 SqFt Residential MLS # 441589

Herman and Davis Properties Charter One Realty

452 Davies Road, Bluffton

$945,000

452 Davies Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 441010

The Ussery Group Charter One Realty

New
1 Stoney Creek Road 264, Hilton Head Island

$899,000

1 Stoney Creek Road 264, Hilton Head Island

3 Beds 3 Baths 1,780 SqFt Residential MLS # 442866

The Wedgeworth Team Charter One Realty

57 Martinangel Ln, Daufuskie Island

$899,000

↓ $50,900

57 Martinangel Ln, Daufuskie Island

5 Beds 5 Baths 3,894 SqFt Residential MLS # 437103

Susan Taylor Team Charter One Realty

15 Beach Field Lane, Daufuskie Island

$895,000

↓ $80,000

15 Beach Field Lane, Daufuskie Island

3 Beds 3 Baths 1,905 SqFt Residential MLS # 434588

Susan Taylor Team Charter One Realty

6 Lighthouse Lane 910, Hilton Head Island

$889,900

6 Lighthouse Lane 910, Hilton Head Island

3 Beds 3 Baths 1,532 SqFt Residential MLS # 442135

Paul De La Torre Charter One Realty

36 Carnoustie Court, Daufuskie Island

$799,000

↓ $26,000

36 Carnoustie Court, Daufuskie Island

4 Beds 4 Baths 2,316 SqFt Residential MLS # 440165

The Beach Market Charter One Realty

9 Rosewood Lane, Bluffton

$785,000

↓ $14,000

9 Rosewood Lane, Bluffton

3 Beds 3 Baths 3,258 SqFt Residential MLS # 441582

The Wedgeworth Team Charter One Realty

8 Calibogue Way, Daufuskie Island

$779,000

↓ $20,000

8 Calibogue Way, Daufuskie Island

4 Beds 3 Baths 2,686 SqFt Residential MLS # 441274

Susan Taylor Team Charter One Realty

19 Stoney Creek Road 287, Hilton Head Island

$729,000

↓ $20,999

19 Stoney Creek Road 287, Hilton Head Island

2 Beds 2 Baths 1,600 SqFt Residential MLS # 439113

Kathleen Ross Charter One Realty